KR20110125408A - Curable composition having improved gloss and compatibility for preparing silicon elastomer, process for the preparation thereof and silicone elastomer prepared therefrom - Google Patents

Curable composition having improved gloss and compatibility for preparing silicon elastomer, process for the preparation thereof and silicone elastomer prepared therefrom Download PDF

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KR20110125408A
KR20110125408A KR1020100044916A KR20100044916A KR20110125408A KR 20110125408 A KR20110125408 A KR 20110125408A KR 1020100044916 A KR1020100044916 A KR 1020100044916A KR 20100044916 A KR20100044916 A KR 20100044916A KR 20110125408 A KR20110125408 A KR 20110125408A
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curable composition
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alkyl group
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신경훈
이정경
정유석
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주식회사 케이씨씨
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/06—Preparatory processes
    • C08G77/08—Preparatory processes characterised by the catalysts used
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/12—Polysiloxanes containing silicon bound to hydrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/05—Alcohols; Metal alcoholates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • C08L83/04—Polysiloxanes

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Abstract

PURPOSE: A curable composition for preparing s silicon elastomer is provided to enable the use for cosmetics and protection products for imparting transparence, thixotropy, and smooth application. CONSTITUTION: A curable composition for preparing s silicon elastomer comprises (A) polysiloxane containing ≡Si-H and ≡Si-phenyl group and (B) a glycohol organic compound. The polysiloxane(A) is represented by chemical formula 1:, wherein R* is C1~10 alkyl group or a phenyl group; R, R' and R" are independently a C1~10 alkyl group; a is 0~1000; and b and b' are independently 1~250.

Description

CURABLE COMPOSITION HAVING IMPROVED GLOSS AND COMPATIBILITY FOR PREPARING SILICON ELASTOMER, PROCESS FOR THE PREPARATION THEREOF AND SILICONE ELASTOMER PREPARED THEREFROM

The present invention relates to silicone elastomers and pastes that can be applied to body care products, cosmetics and the like. More specifically, the present invention includes specific mixtures of vinyl or allyl-containing glycol organic compounds which are excellent in gloss and compatibility with organics and which can be self-emulsified by imparting hydrophilicity, as well as? Si-H and phenyl group-containing polysiloxanes. , Addition-curable compositions for producing silicone elastomers, methods for preparing the same, and silicone elastomers prepared therefrom. In general, pastes are widely used in cosmetics and body care products for the purpose of imparting properties such as transparency, thixotropy and spread to the skin.

Conventionally, silicone elastomers are known obtained by crosslinking? Si-H containing polysiloxane in the presence of? Si-vinyl containing polysiloxane, diene, diyne or en-yne compound with a diluent. Crosslinking is the junction of polymer strands in a three-dimensional network, which crosslinks form a network through hydrosilylation in the presence of a platinum catalyst.

These mechanisms include: (1) the side reactions in which no by-products are formed, (2) the location of the crosslinks and the structure of the network can be precisely defined, and (3) hydrosilylation at room temperature. Characterized in that it can form.

U.S. Patent No. 5,654,362 discloses (A) a chemical formula

Figure pat00001
≡Si-H-containing polysiloxanes and chemical formulas of
Figure pat00002
or
Figure pat00003
≡Si-H-containing polysiloxane of wherein R, R 'and R "are independently of each other an alkyl group having 1 to 6 carbon atoms and a, b and c are independently of each other 0 to 250, and (B)
Figure pat00004
A method for producing a silicone elastomer comprising α, ω-diene as an unsaturated hydrocarbon of (where x is 1 to 20) is disclosed, which method comprises a sugar reaction, a platinum catalyst and (C) (i) In the presence of a solvent selected from the group consisting of organic compounds, (ii) silicon atom-containing compounds, (iii) mixtures of organic compounds, (iii) mixtures of silicon atom-containing compounds, and (iii) mixtures of organic compounds and silicon atom-containing compounds The sugar reaction is carried out by continuing until the gel is formed by adding 가교 Si—H cross double bonds to α, ω-dienes and crosslinking.

However, the silicone elastomer prepared according to the method of the US patent has a problem of lack of gloss and compatibility when applied to the field of body protection products and cosmetics. There was a demand for it.

U.S. Patent 5,654,362

Therefore, the inventors of the present invention have made intensive studies to solve the problems of the prior art, and as a result, a specific mixture of? Si-H and? Si-phenyl group-containing polysiloxanes and glycol organic compounds is mixed with the first diluent and In the presence of a platinum catalyst, the mixture is reacted to form a silicone elastomer, and additionally, when the second diluent is mixed with the silicone elastomer and subjected to shearing to prepare a uniform paste, a significantly improved gloss and compatibility It has been found that the present invention can provide a silicone elastomer having a self-emulsifying property, and has completed the present invention.

A first aspect of the present invention relates to a curable composition for producing silicone elastomer, comprising (A) ≡Si-H and ≡Si-phenyl group-containing polysiloxane and (B) glycol organic compound.

A second aspect of the present invention relates to a curable composition wherein, in the first aspect, the polysiloxane (A) is a compound of formula (I):

Figure pat00005

In Chemical Formula 1,

R * is a C1-C10 alkyl group or a phenyl group,

R, R 'and R "are independently of each other an alkyl group having 1 to 10 carbon atoms,

a is from 0 to 1000

b and b 'are 1 to 250 independently of each other.

According to a third aspect of the present invention, in the first aspect, the polysiloxane (A) is a compound (A1) represented by the following formula (1) and a compound (A2) represented by the following formula (2) or a compound (A3) represented by the following formula (3): It is about:

Formula 1

Figure pat00006

Figure pat00007

Figure pat00008

In Chemical Formulas 1 to 3,

R * is a C1-C10 alkyl group or a phenyl group,

R, R 'and R "are independently of each other an alkyl group having 1 to 10 carbon atoms,

a and c are each independently 0 to 1000

b and b 'are 1 to 250 independently of each other.

According to a fourth aspect of the present invention, in the first aspect, the glycol organic compound (B) is a curable vinyl ether glycol organic compound (B1) or an allyl ether glycol organic compound (B2) of the following formula (5): Regarding the composition:

Figure pat00009

Figure pat00010

In Chemical Formulas 4 and 5,

R and R 'are independently of each other hydrogen or a methyl group,

m and n are each independently 0-100

m + n is 1-200.

A fifth aspect of the present invention relates to a curable composition wherein the molar ratio of {(A2) or (A3)} / (A1) in the third aspect is greater than 0 to 20.

A sixth aspect of the present invention relates to a curable composition in which the molar ratio of {(A2) or (A3)} / (A1) is greater than 0 to 5 in the third aspect.

A seventh aspect of the present invention relates to a curable composition further comprising (C) a diluent in the first aspect.

In an eighth aspect of the present invention, (1) a mixture (B) of? Si-H and? Si-phenyl group-containing polysiloxane (A) and a glycol organic compound is mixed with the first diluent (C1), and this is platinum catalyst. Reacting by mixing in the presence of to form a silicone elastomer; (2) additionally mixing a second diluent (C2) with the silicone elastomer formed in step (1); And (3) by applying a shear force to the mixture formed in the step (2) relates to a method for producing a curable composition for producing a silicone elastomer, comprising the step of producing a uniform paste.

A ninth aspect of the present invention relates to a method for preparing a curable composition, wherein, in the eighth aspect, the polysiloxane (A) is a compound of formula (I):

Formula 1

Figure pat00011

In Chemical Formula 1,

R * is a C1-C10 alkyl group or a phenyl group,

R, R 'and R "are independently of each other an alkyl group having 1 to 10 carbon atoms,

a is from 0 to 1000

b and b 'are 1 to 250 independently of each other.

A tenth aspect of the present invention is the curable composition according to the eighth aspect, wherein the polysiloxane (A) is a compound (A1) represented by formula (1) and a compound (A2) represented by formula (2) or a compound (A3) represented by formula (3): Relates to a method of manufacture:

Formula 1

Figure pat00012

Formula 2

Figure pat00013

Formula 3

Figure pat00014

In Chemical Formulas 1 to 3,

R * is a C1-C10 alkyl group or a phenyl group,

R, R 'and R "are independently of each other an alkyl group having 1 to 10 carbon atoms,

a and c are each independently 0 to 1000

b and b 'are 1 to 250 independently of each other.

In an eleventh aspect of the present invention, in the eighth aspect, the glycol organic compound (B) is a curable vinyl ether glycol organic compound (B1) or an allyl ether glycol organic compound (B2) of the following formula (5): It relates to a process for preparing the composition:

Formula 4

Figure pat00015

Formula 5

Figure pat00016

In Chemical Formulas 4 and 5,

R and R 'are independently of each other hydrogen or a methyl group,

m and n are each independently 0-100

m + n is 1-200.

A twelfth aspect of the present invention relates to a method for producing a curable composition, wherein the molar ratio of {(A2) or (A3)} / (A1) is greater than 0 to 20 in the tenth aspect.

A thirteenth aspect of the present invention relates to a method for producing a curable composition, wherein the molar ratio of {(A2) or (A3)} / (A1) is greater than 0 to 5 in the tenth aspect.

A 14th aspect of this invention relates to the manufacturing method of the curable composition which mixes the said compound (A) and (B) in the (B) / (A) molar ratio of 0.8-1.2 in the said 8th aspect.

According to a fifteenth aspect of the present invention, in the eighth aspect, the diluents (C1) and (C2) are composed of linear silicone, cyclic silicone, phenyl modified silicone, organic modified silicone, organic oil, organic solvent, and a mixture of two or more thereof. It relates to a method for producing a curable composition which is any one selected from the group.

16th aspect of this invention is curable which mixes the said 1st diluent (C1) in the quantity of 30-95 weight part with respect to 100 weight part of total amounts of (A), (B), and (C1) in the said 8th aspect. It relates to a method for preparing the composition.

According to a seventeenth aspect of the present invention, in the eighth aspect, the second diluent (C2) is mixed in an amount of 50 to 90 parts by weight based on 100 parts by weight of the total amount of (C1) and (C2). It is about.

An eighteenth aspect of the present invention relates to a silicone elastomer produced from the curable composition of the first to seventh aspects.

Excellent gloss, compatibility and oiliness for certain mixtures of vinyl or allyl-containing glycol organic compounds and addition-curable silicone elastomer compositions of polysiloxanes containing phenyl groups according to the present invention and silicone elastomers prepared from the compositions It turns out to have Mars.

Hereinafter, the present invention will be described in more detail.

In the process for producing the curable composition of the present invention, the crosslinking involves the addition reaction of the? Si-H cross-linking multiple bonds according to Scheme 1 below.

Scheme 1

Figure pat00017

≡Si-H-containing polysiloxanes (A) which can be used in the present invention can be divided into three types of compounds having the structures of the following formulas (1) to (3):

Formula 1

Figure pat00018

Formula 2

Figure pat00019

Formula 3

Figure pat00020

In Chemical Formulas 1 to 3,

R * is a C1-C10 alkyl group or a phenyl group,

R, R 'and R "are independently of each other an alkyl group having 1 to 10 carbon atoms,

a and c are each independently 0 to 1000

b and b 'are 1 to 250 independently of each other.

a and c have high viscosity when their respective values are more than 1000, so that application of the compound is difficult, and when b is less than 1, no crosslinking occurs. It cannot be made.

The molar ratio of {(A2) or (A3)} / (A1) is 0-20, More preferably, it is 0-5. If the molar ratio exceeds 20, crosslinking may not occur.

The allyl- or vinyl ether glycol organic compound (B) capable of crosslinking with the polysiloxane (A) includes two kinds of the vinyl ether glycol organic compound (B1) of Formula 4 and the allyl ether glycol organic compound (B2) of Formula 5 Can be divided into types:

Formula 4

Figure pat00021

Formula 5

Figure pat00022

In Chemical Formulas 4 and 5,

R and R 'are independently of each other hydrogen or a methyl group,

m and n are each independently 0-100

m + n is 1-200.

The preparation of the silicone elastomer is usually done by reacting compound (A) with compound (B), wherein the molar ratio of compound (B) to compound (A) is 0.8 to 1.2, more preferably 1.0 to 1.2. If the molar ratio is less than 0.8, the degree of crosslinking becomes dense and it is difficult to form a silicone paste. If the molar ratio exceeds 1.2, the degree of crosslinking becomes low and the thixotropy tends to decrease, which is not preferable.

The elastomer composition of the present invention also includes a diluent (C). Suitable diluents may be linear silicones, cyclic silicones, phenyl modified silicones, organic modified silicones, organic oils, organic solvents and mixtures of two or more thereof, preferably non-reactive or relatively non-reactive.

Examples of linear silicon include compounds of formula Me 3 SiO (Me 2 SiO) × SiMe 3 , and cyclic silicon includes compounds of formula (Me 2 SiO) y , wherein x is from 0 to 80, preferably 0. To 20, and y is 0 to 9, preferably 5 to 6. The viscosity of these silicones is generally between 0.65 and 100 cSt (mm 2 / s). If the value of x exceeds 80, the dilution force tends to decrease due to the high viscosity, which is not preferable. These can be mixed and used.

As the phenyl- and organic-modified silicones, those in which siloxanes are modified with phenyl, amino, alkyl, fluorine and the like can be used.

As the organic diluent, aromatic hydrocarbons, aliphatic hydrocarbons, alcohols, alkyl halides, aldehydes, ketones, esters, ethers and the like can be used. Specifically, aromatic hydrocarbons include benzene, toluene, ethylbenzene, xylene, aliphatic hydrocarbons such as pentane, cyclohexane, heptane, VM & P solvent, mineral spirits, and alcohols; methanol, ethanol, propanol, isopropanol, cyclohexane Allol, benzyl alcohol, octanol, ethylene glycol, propylene glycol, glycerol, and the like as the alkyl halide, chloroform, carbon tetrachloride, perchloroethylene, ethyl chloride, chlorobenzene, and the like as acetone, methyl ethyl ketone, cyclohexanone , Diacetone alcohol, methyl amyl ketone, diisobutyl ketone and the like, ethyl acetate, isopropyl acetate, ethyl acetoacetate, and the like, ethyl ether, butyl ether, tetrahydrofuran, 1,4-dioxane, and the like. Etc. can be illustrated.

The organic diluent can be used as a single compound or as a mixture of two or more compounds, preferably as a mixture of siloxane and organic diluent.

The diluent (C) is used in an amount of 30 to 95 parts by weight, more preferably 50 to 90 parts by weight, based on 100 parts by weight of the total amount of the compounds (A), (B) and (C). If the amount of the diluent (C) is less than 30 parts by weight, a uniform silicone paste cannot be obtained. If the amount of the diluent (C) exceeds 95 parts by weight, physical properties such as glossiness and compatibility of the silicone elastomer are lowered. The diluent (C) is divided into a first diluent (C1) used for producing a silicone elastomer and a second diluent (C2) used for producing a silicone paste. (C2) is used in the quantity of 50-90 weight part with respect to 100 weight part of total amounts of (C1) and (C2). When the amount of (C2) is less than 50 parts by weight, a uniform silicone paste cannot be obtained, and when it exceeds 90 parts by weight, a uniform silicone elastomer cannot be obtained.

A catalyst is used to promote the reaction of (A)? Si-H-containing polysiloxane and (B) allyl or vinyl ether glycol with organic compounds. Suitable catalysts include platinum catalysts as the Group 8 transition metals, and preferred catalysts are the catalysts described in US Pat. No. 3,715,334 to Karstedt, entitled "Platinum-Vinyl Siloxane". The custard catalyst is typically a platinum divinyl tetramethyl disiloxane catalyst containing about 1% by weight platinum in a solvent such as toluene. The platinum catalyst is used in an amount of 0.0001 to 0.01 parts by weight based on 100 parts by weight of the total amount of the compounds (A) and (B). More preferably from 0.0005 to 0.002 parts by weight. When the amount of the platinum catalyst is less than 0.0001 parts by weight, no reaction occurs. When the amount of the platinum catalyst is more than 0.01 parts by weight, it acts as an impurity in the silicone elastomer to darken the color.

The silicone elastomer composition shown above may be reacted at room temperature until a gel is formed, but may be reacted at a temperature of 30 to 120 ° C. for the purpose of facilitating the process. More preferable reaction temperature is 50-80 degreeC.

If the reaction temperature is less than 30 ℃ does not have a large difference with the reaction rate at room temperature, if it exceeds 120 ℃ the reaction rate is too fast to obtain a uniform silicone elastomer.

In the production process of the present invention, the compounds (A) and (B) are added with a catalyst in the presence of the first diluent (C1) to obtain a silicone elastomer, and then a second diluent (C2) is added, and the shear force is applied to the resulting mixture. Is added to form a silicon paste. The shearing device can be performed using, for example, a two-stage, three-stage roll mill, colloid mill, batch mixer, peristaltic mixer, homogenizer or a combination thereof.

The composition according to the present invention is excellent in various physical properties including glossiness, compatibility and hydrophilicity, and can be applied to body protection products or cosmetics.

Hereinafter, the present invention will be described in detail with reference to the following examples, but the present invention is not limited thereto.

Comparative test

Glossiness

The refractive index (RI) of the silicone paste from the following example and a comparative example was measured and the glossiness was compared and evaluated.

<Compatibility>

The silicone pastes from the following examples and comparative examples were stored for seven days in an oven at 60 ° C. and their compatibility was observed by observing the delamination phenomenon.

<Emulsification>

Their respective emulsification properties were observed by emulsifying 2 g of silicone paste from the following examples and comparative examples, 10 g of decamethylcyclopentasiloxane (SF0005Z from KCC) and 88 g of distilled water in a 250 ml beaker in an homo mixer to observe the emulsification phenomenon. Comparative evaluation.

Example  One

First, polysiloxane 194 g of the average structural formula Me 3 SiO (Me 2 SiO) 50 (MePhSiO) 50 (MeHSiO) 10 SiMe 3 , average structural formula CH 2 = CH-CH 2 O (C 2 H 4 O) 10 CH 2 CH = CH 2 55.6 g and 250 g ethanol were mixed in a planetary mixer. Subsequently, 1.248 g of a custard catalyst containing 1% by weight of Pt was added, mixed well, and maintained at 60 ° C. Gel was formed within 1 hour and stabilized by stirring for 3 hours, ethanol was removed by distillation under reduced pressure. 750 g of phenyltrimethicone (SF5600Z from KCC) was swollen under shearing force. A uniform silicone paste having a viscosity of 160,000 cPs was obtained.

Example  2

First, 203.9 g of polysiloxane of average structural formula Me 3 SiO (MePhSiO) 100 (MeHSiO) 10 SiMe 3 , average structural formula CH 2 = CH-CH 2 O (C 2 H 4 O) 10 CH 2 CH = CH 2 and 45.8 g and ethanol 250 g was mixed in a planetary mixer. Subsequently, 1.248 g of a custard catalyst containing 1% by weight of Pt was added and mixed well, and then maintained at 60 ° C. Gel was formed within 1 hour and stabilized by stirring for 3 hours, ethanol was removed by distillation under reduced pressure. 750 g of phenyltrimethicone (SF5600Z from KCC) was swollen under shearing force. A uniform silicone paste having a viscosity of 120,000 cPs was obtained.

Comparative example  One

First, 69 g of polysiloxane of the average structural formula Me 3 SiO (Me 2 SiO) 100 (MeHSiO) 10 SiMe 3 , 180.7 g of polyvinyl siloxane 100 cSt (SF3000E-100cSt from KCC) and 250 g of polydimethylsiloxane (SF1000N-6cSt from KCC) Was mixed in a planetary mixer. Subsequently, 1.248 g of a custard catalyst containing 1% by weight of Pt was added and mixed well, and then maintained at 60 ° C. A gel was formed within 1 hour, which was stabilized by stirring for 3 hours, followed by swelling of 500 g of polydimethylsiloxane 6cSt (SF1000N-6cSt from KCC) under shear force. A uniform silicone paste having a viscosity of 185,000 cPs was obtained.

Comparative example  2

First, planner was prepared with 69 g of polysiloxane of the average structural formula Me 3 SiO (Me 2 SiO) 100 (MeHSiO) 10 SiMe 3 , 180.7 g of polyvinyl siloxane 100 cSt (SF3000E-100cSt from KCC) and 250 g of phenyltrimethicone (SF5600Z from KCC). Mixing was performed in a battery mixer. Subsequently, 1.248 g of a custard catalyst containing 1% by weight of Pt was added, mixed well, and maintained at 60 ° C. A gel was formed within 1 hour, which was stabilized by stirring for 3 hours, followed by swelling of 500 g of phenyltrimethicone (SF5600Z, KCC) under shear force. A uniform silicone paste having a viscosity of 235,000 cPs was obtained.

Comparative example  3

First, 179 g of polysiloxane of average structural formula Me 3 SiO (Me 2 SiO) 100 (MeHSiO) 10 SiMe 3 , average structural formula CH 2 = CH—CH 2 O (C 2 H 4 O) 10 CH 2 CH = CH 2, and 70.6 g and 250 g of ethanol were mixed in a planetary mixer. Subsequently, 1.248 g of a custard catalyst containing 1% by weight of Pt was added, mixed well, and maintained at 60 ° C. Gel was formed within 1 hour, it was stabilized by stirring for 3 hours, and then ethanol was removed by distillation under reduced pressure. 750 g of polydimethylsiloxane 6cSt (SF1000N-6cSt from KCC) was swollen under shearing force. A uniform silicone paste having a viscosity of 105,000 cPs was obtained.

Comparative example  4

First, 179 g of polysiloxane of average structural formula Me 3 SiO (Me 2 SiO) 100 (MeHSiO) 10 SiMe 3 , average structural formula CH 2 = CH—CH 2 O (C 2 H 4 O) 10 CH 2 CH = CH 2, and 70.6 g and 250 g of ethanol were mixed in a planetary mixer. Subsequently, 1.248 g of a custard catalyst containing 1% by weight of Pt was added and mixed well, and then maintained at 60 ° C. A gel was formed within 1 hour, it was stabilized by stirring for 3 hours, and then ethanol was removed by distillation under reduced pressure. 750 g of phenyltrimethicone (SF5600Z from KCC) was swollen under shearing force. A uniform silicone paste having a viscosity of 185,000 cPs was obtained.

Viscosity measurements were taken at 25 ° C. at a speed of Brookfield DVII + Helipath stand spindle 93 and 2.5 rpm.

In the above examples and comparative examples, C = C / Si-H = 1.2mol was prepared, and the final gel content was prepared at 25% to obtain a uniform silicon paste. Examples 1 and 2 were crosslinked using phenyl-modified silicone oil and allyl ether glycol compound in order to enhance glossiness and compatibility, and impart hydrophilicity, and then phenyl-modified silicone oil was applied as a diluent. Comparative Example 1 was made of methylhydrogen copolymer and sock-end vinyl polymer according to the prior art to obtain a uniform silicone paste, Comparative Example 2 is a conventional silicone paste by applying a phenyl modified silicone oil diluent in the prior art In Comparative Example 3, an allyl ether glycol compound was used to impart hydrophilicity according to the prior art. Used as. According to the comparative evaluation test, the physical properties of the silicone pastes from the examples and the comparative examples were measured and shown in Table 1 below.

Item Example 1 Example 2 Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Silicone paste
stability Uniformity Uniformity Uniformity Uniformity Uniformity Uniformity Polish 1.48 1.53 1.40 1.46 1.39 1.45 Compatibility Good Good Good Separation Separation Separation Emulsifying Good Good Not emulsified Not emulsified Bad Bad

From the results of the comparative evaluation test, the pastes from Examples 1 and 2 of the present invention were evaluated to have good uniformity, gloss, compatibility and emulsification, but in Comparative Examples 1 to 4, One or more physical properties were found to be poor.

Claims (18)

The curable composition for silicone elastomer manufacture containing (A) -Si-H, -Si-phenyl-group containing polysiloxane, and (B) glycol organic compound. The curable composition of claim 1, wherein the polysiloxane (A) is a compound of Formula 1
Formula 1
Figure pat00023

In Chemical Formula 1,
R * is a C1-C10 alkyl group or a phenyl group,
R, R 'and R "are independently of each other an alkyl group having 1 to 10 carbon atoms,
a is from 0 to 1000
b and b 'are 1 to 250 independently of each other. The curable composition of claim 1, wherein the polysiloxane (A) is a compound of formula (I) and a compound of formula (A2) or a compound of formula (A3):
Formula 1
Figure pat00024

Formula 2
Figure pat00025

Formula 3
Figure pat00026

In Chemical Formulas 1 to 3,
R * is a C1-C10 alkyl group or a phenyl group,
R, R 'and R "are independently of each other an alkyl group having 1 to 10 carbon atoms,
a and c are each independently 0 to 1000
b and b 'are 1 to 250 independently of each other. The curable composition according to claim 1, wherein the glycol organic compound (B) is a vinyl ether glycol organic compound (B1) of Formula 4 or an allyl ether glycol organic compound of Formula 5 (B2):
Formula 4
Figure pat00027

Formula 5
Figure pat00028

In Chemical Formulas 4 and 5,
R and R 'are independently of each other hydrogen or a methyl group,
m and n are each independently 0-100
m + n is 1-200. 4. The curable composition of claim 3 wherein the molar ratio of {(A2) or (A3)} / (A1) is greater than 0 to 20. 4. The curable composition of claim 3 wherein the molar ratio of {(A2) or (A3)} / (A1) is greater than 0 to 5. The curable composition of claim 1 further comprising (C) a diluent. (1) Mixture (B) of? Si-H and? Si-phenyl group-containing polysiloxane (A) and glycols organic compound together with the first diluent (C1), which is mixed and reacted in the presence of a platinum catalyst to Forming an elastomer;
(2) additionally mixing a second diluent (C2) with the silicone elastomer formed in step (1); And
(3) applying a shear force to the mixture formed in step (2) to produce a uniform paste;
Method for producing a curable composition for the production of silicone elastomers. The method of claim 8, wherein the polysiloxane (A) is a compound of Formula 1:
Formula 1
Figure pat00029

In Chemical Formula 1,
R * is a C1-C10 alkyl group or a phenyl group,
R, R 'and R "are independently of each other an alkyl group having 1 to 10 carbon atoms,
a is from 0 to 1000
b and b 'are 1 to 250 independently of each other. The method of claim 8, wherein the polysiloxane (A) is a compound of formula (I) and a compound of formula (A2) or a compound of formula (A3):
Formula 1
Figure pat00030

Formula 2
Figure pat00031

Formula 3
Figure pat00032

In Chemical Formulas 1 to 3,
R * is a C1-C10 alkyl group or a phenyl group,
R, R 'and R "are independently of each other an alkyl group having 1 to 10 carbon atoms,
a and c are each independently 0 to 1000
b and b 'are 1 to 250 independently of each other. The method of claim 8, wherein the glycol organic compound (B) is a vinyl ether glycol organic compound (B1) of formula (4) or an allyl ether glycol organic compound (B2) of formula (5):
Formula 4
Figure pat00033

Formula 5
Figure pat00034

In Chemical Formulas 4 and 5,
R and R 'are independently of each other hydrogen or a methyl group,
m and n are each independently 0-100
m + n is 1-200. The method for producing a curable composition according to claim 10, wherein the molar ratio of {(A2) or (A3)} / (A1) is greater than 0 to 20. The method for producing a curable composition according to claim 10, wherein the molar ratio of {(A2) or (A3)} / (A1) is greater than 0 to 5. The method for producing a curable composition according to claim 8, wherein the compound (A) and (B) are mixed in a molar ratio of (B) / (A) of 0.8 to 1.2. 9. The method according to claim 8, wherein the diluents (C1) and (C2) are any one selected from the group consisting of linear silicones, cyclic silicones, phenyl modified silicones, organic modified silicones, organic oils, organic solvents and mixtures of two or more thereof. Method for producing a phosphorus curable composition. The method for producing a curable composition according to claim 8, wherein the first diluent (C1) is mixed in an amount of 30 to 95 parts by weight based on 100 parts by weight of the total amount of (A), (B) and (C1).  The method according to claim 8, wherein the second diluent (C2) is mixed in an amount of 50 to 90 parts by weight based on 100 parts by weight of the total amount of (C1) and (C2). Silicone elastomer made from the curable composition according to any one of claims 1 to 7.
KR1020100044916A 2010-05-13 2010-05-13 Curable composition having improved gloss and compatibility for preparing silicon elastomer, process for the preparation thereof and silicone elastomer prepared therefrom KR20110125408A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115038750A (en) * 2020-01-30 2022-09-09 Mcpp创新有限公司 Thermoplastic elastomer composition and molded article made of the same

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115038750A (en) * 2020-01-30 2022-09-09 Mcpp创新有限公司 Thermoplastic elastomer composition and molded article made of the same

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